ES8507128A1 - Piperidine derivatives. - Google Patents
Piperidine derivatives.Info
- Publication number
- ES8507128A1 ES8507128A1 ES534439A ES534439A ES8507128A1 ES 8507128 A1 ES8507128 A1 ES 8507128A1 ES 534439 A ES534439 A ES 534439A ES 534439 A ES534439 A ES 534439A ES 8507128 A1 ES8507128 A1 ES 8507128A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- atom
- alkyl group
- lower alkyl
- halogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0087—Galenical forms not covered by A61K9/02 - A61K9/7023
- A61K9/0095—Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/02—Suppositories; Bougies; Bases therefor; Ovules
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
- A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
- A61P3/14—Drugs for disorders of the metabolism for electrolyte homeostasis for calcium homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Biophysics (AREA)
- Pulmonology (AREA)
- Endocrinology (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Compounds of the general formula I: < IMAGE > I wherein R1 represents a thienyl group, or a phenyl group optionally substituted by a halogen (preferably fluorine or chlorine) atom, a lower alkoxy or lower alkyl group, R2 represents a hydrogen or halogen (preferably fluorine) atom, a lower alkoxy or lower alkyl group, R3 represents a hydrogen or halogen (preferably fluorine) atom, a lower alkylthio, lower alkoxy or lower alkyl group, or a cycloalkyl group containing 5 or 6 carbon atoms, or a group of the general formula: < IMAGE > II wherein R4 and R5 singly each represents a hydrogen atom or lower alkyl group, R6 represents a cycloalkyl, hydroxymethyl, carboxy or lower alkoxycarbonyl group, and W represents a carbonyl < IMAGE > or a hydroxymethylene [viz. -CH(OH)-] group, and pharmacologically acceptable salts thereof possess potent selective Histamine H1-receptor blocking and calcium antagonist properties and are of interest in the treatment of a variety of respiratory, allergenic and cardiovascular disease states. The new compounds can be prepared by various methods based on the condensation of alpha -substituted benzyl halides with N-(benzoylpropyl or phenyl-hydroxypropyl)-4-hydroxy piperidines or condensation of di-substituted-methoxy-piperidines with a benzoylpropyl halide or a phenyl-hydroxypropyl-halide followed, where necessary, by removal of protecting groups.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB838321157A GB8321157D0 (en) | 1983-08-05 | 1983-08-05 | Piperidine derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
ES534439A0 ES534439A0 (en) | 1985-09-01 |
ES8507128A1 true ES8507128A1 (en) | 1985-09-01 |
Family
ID=10546879
Family Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES534435A Expired ES8505979A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
ES534438A Expired ES8505980A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
ES534436A Expired ES8507127A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
ES534437A Expired ES8506298A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
ES534439A Expired ES8507128A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
Family Applications Before (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES534435A Expired ES8505979A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
ES534438A Expired ES8505980A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
ES534436A Expired ES8507127A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
ES534437A Expired ES8506298A1 (en) | 1983-08-05 | 1984-07-19 | Piperidine derivatives. |
Country Status (22)
Country | Link |
---|---|
US (1) | US4550116A (en) |
EP (1) | EP0134124B1 (en) |
JP (1) | JPS6094962A (en) |
KR (1) | KR910009937B1 (en) |
AT (1) | ATE30418T1 (en) |
AU (1) | AU565293B2 (en) |
CA (1) | CA1264324A (en) |
DE (2) | DE3466982D1 (en) |
DK (1) | DK158348C (en) |
EG (1) | EG16936A (en) |
ES (5) | ES8505979A1 (en) |
FI (1) | FI81567C (en) |
GB (1) | GB8321157D0 (en) |
GR (1) | GR80031B (en) |
HU (1) | HU196370B (en) |
IL (1) | IL72465A (en) |
MX (2) | MX156547A (en) |
MY (1) | MY101017A (en) |
NZ (1) | NZ209023A (en) |
PH (1) | PH19880A (en) |
PT (1) | PT79028B (en) |
ZA (1) | ZA845968B (en) |
Families Citing this family (53)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4673684A (en) * | 1984-04-04 | 1987-06-16 | Terumo Corporation | Amide derivatives and 5-lipoxygenase inhibitors containing the same as an active ingredient |
JPS625956A (en) * | 1985-07-02 | 1987-01-12 | Terumo Corp | Vinyl derivative and 5-lipoxygenase action inhibitor containing same |
US4766215A (en) * | 1987-02-27 | 1988-08-23 | American Home Products Corporation | Histamine H1 -receptor antagonists |
US4929618A (en) * | 1988-03-25 | 1990-05-29 | Ube Industries, Ltd. | Piperdine and piperazine derivatives, and antihistaminic pharmaceutical compositions containing the same |
US5231104A (en) * | 1988-07-08 | 1993-07-27 | Pfizer Inc. | 1-arylethyl-3-substituted piperidines |
CA2015949A1 (en) * | 1989-05-22 | 1990-11-22 | Yasuo Ito | Piperidine derivative, method for preparation thereof, and a pharmaceutical composition comprising the same |
FR2655649B1 (en) * | 1989-12-12 | 1994-07-08 | Adir | NOVEL PIPERIDINE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM. |
DE4034218A1 (en) * | 1990-10-27 | 1992-04-30 | Merck Patent Gmbh | METHOD FOR PRODUCING CAREBASTIN |
JP2624372B2 (en) * | 1990-11-15 | 1997-06-25 | 宇部興産株式会社 | Diarylmethoxypiperidine derivative |
FR2673842B1 (en) * | 1991-03-13 | 1993-12-24 | Rhone Poulenc Rorer Sa | NOVEL LIQUID COMPOSITIONS BASED ON 1,4-SUBSTITUTED PIPERIDINE DERIVATIVES. |
US5190959A (en) * | 1991-08-08 | 1993-03-02 | Kaken Pharmaceutical Co. Ltd. | Piperidine compounds which have useful pharmaceutical activity |
FR2684298B1 (en) * | 1991-12-03 | 1994-03-11 | Rhone Poulenc Rorer Sa | NOVEL SOLID PHARMACEUTICAL COMPOSITIONS BASED ON 1,4-SUBSTITUTED LAPIPERIDINE DERIVATIVES. |
PT1026147E (en) * | 1993-06-24 | 2004-04-30 | Albany Molecular Res Inc | UTERIC COMPOUNDS AS INTERMEDIARIES IN THE PRODUCTION OF PIPERIDINE DERIVATIVES |
US20020007068A1 (en) | 1999-07-16 | 2002-01-17 | D'ambra Thomas E. | Piperidine derivatives and process for their production |
CN1275916C (en) | 1993-06-25 | 2006-09-20 | 阿温蒂斯公司 | Novel intermediates useful for the preparation of antihistaminic piperidine derivatives |
US6147216A (en) * | 1993-06-25 | 2000-11-14 | Merrell Pharmaceuticals Inc. | Intermediates useful for the preparation of antihistaminic piperidine derivatives |
KR100362620B1 (en) | 1994-08-25 | 2003-02-14 | 메렐 파마슈티칼스 인크. | Substituted piperidines useful for the treatment of allergic diseases, pharmaceutical compositions comprising them and methods for their preparation |
AU705427B2 (en) * | 1995-05-08 | 1999-05-20 | Aventisub Ii Inc. | Alpha-(substituted alkylphenyl) -4-(hydroxydiphenylmethyl)-1-piperidine butanol derivatives, their preparation and their use as anti-histamines, anti-allergy agents and bronchodilators |
US6211199B1 (en) | 1995-11-17 | 2001-04-03 | Aventis Pharmaceuticals Inc. | Substituted 4-(1H-benzimidazol-2-yl-amino)piperidines useful for the treatment of allergic diseases |
US6194406B1 (en) | 1995-12-20 | 2001-02-27 | Aventis Pharmaceuticals Inc. | Substituted 4-(1H-benzimidazol-2-yl)[1,4]diazepanes useful for the treatment of allergic disease |
US6423704B2 (en) | 1995-12-20 | 2002-07-23 | Aventis Pharmaceuticals Inc. | Substituted 4-(1H-benzimidazol-2-yl)[1,4]diazepanes useful for the treatment of allergic diseases |
US6153754A (en) | 1995-12-21 | 2000-11-28 | Albany Molecular Research, Inc. | Process for production of piperidine derivatives |
US6201124B1 (en) * | 1995-12-21 | 2001-03-13 | Albany Molecular Research, Inc. | Process for production of piperidine derivatives |
US5998439A (en) | 1996-02-21 | 1999-12-07 | Hoescht Marion Roussel, Inc. | Substituted N-methyl-N-(4-(piperidin-1-yl)-2-(aryl)butyl)benzamides useful for the treatment of allergic diseases |
US5922737A (en) * | 1996-02-21 | 1999-07-13 | Hoechst Marion Roussel, Inc. | Substituted N-methyl-N-(4-(4-(1H-Benzimidazol-2-YL-amino) piperidin-1-YL)-2-(arlyl) butyl) benzamides useful for the treatment of allergic diseases |
US5932571A (en) * | 1996-02-21 | 1999-08-03 | Hoechst Marion Roussel, Inc. | Substituted N-methyl-N-(4-(4-(1H-benzimidazol-2-yl) {1,4}diazepan-1-yl)-2-(aryl) butyl) benzamides useful for the treatment of allergic diseases |
US6541479B1 (en) * | 1997-12-02 | 2003-04-01 | Massachusetts College Of Pharmacy | Calcium channel blockers |
US6673933B2 (en) | 1998-07-02 | 2004-01-06 | Aventis Pharmaceutical Inc. | Antihistaminic piperidine derivatives and intermediates for the preparation thereof |
US6683094B2 (en) | 1998-07-02 | 2004-01-27 | Aventis Pharmaceuticals Inc. | Antihistaminic piperidine derivatives and intermediates for the preparation thereof |
US6613907B2 (en) | 2000-11-08 | 2003-09-02 | Amr Technology, Inc. | Process for the production of piperidine derivatives with microorganisms |
TW200517114A (en) | 2003-10-15 | 2005-06-01 | Combinatorx Inc | Methods and reagents for the treatment of immunoinflammatory disorders |
US7498443B2 (en) * | 2004-09-17 | 2009-03-03 | Albany Molecular Research, Inc. | Process for production of carebastine |
US7498345B2 (en) * | 2004-09-17 | 2009-03-03 | Albany Molecular Research, Inc. | Process for production of piperidine derivatives |
ES2231043B2 (en) * | 2004-10-29 | 2005-10-01 | Laboratorios Cinfa, S.A. | PHARMACEUTICAL COMPOSITION OF EBASTINE FOR IMMEDIATE RELEASE AND ITS MANUFACTURING PROCESS. |
WO2006080415A1 (en) * | 2005-01-31 | 2006-08-03 | Y's Therapeutics Co., Limited | Composition and method for treating or preventing bladder disorder |
EP1898882B1 (en) * | 2005-06-09 | 2009-10-28 | Elan Pharma International Limited | Nanoparticulate ebastine formulations |
KR20080065704A (en) | 2005-11-09 | 2008-07-14 | 콤비네이토릭스, 인코포레이티드 | Methods, compositions, and kits for the treatment of medical conditions |
CN100443470C (en) * | 2006-07-21 | 2008-12-17 | 杭州保灵有限公司 | Prepn of ebastine |
DE102008000351B4 (en) | 2008-02-20 | 2017-08-10 | Aristo Pharma Gmbh | Process for the preparation of an ebastine-containing granule and a solid pharmaceutical composition, ebastine-containing granules and its use |
PT2009157006W (en) | 2008-06-26 | 2012-10-17 | Micro Labs Ltd | Processo of preparing ebastine |
WO2010021681A2 (en) * | 2008-08-18 | 2010-02-25 | Combinatorx (Singapore) Pte. Ltd. | Compositions and methods for treatment of viral diseases |
US20110130711A1 (en) * | 2009-11-19 | 2011-06-02 | Follica, Inc. | Hair growth treatment |
EP2371817A1 (en) | 2010-04-01 | 2011-10-05 | Arevipharma GmbH | Process for the preparation of 1-[4-(1,1-dimethylethyl)phenyl]-4-[4-(diphenylmethoxy)-1-piperidinyl]-1-butanone and acid addition salts thereof |
DE202011000756U1 (en) | 2011-03-31 | 2011-10-12 | Micro Labs Limited | Ebastins, non-micronised ebastine particles and pharmaceutical compositions comprising ebastines |
WO2013081562A1 (en) | 2011-10-13 | 2013-06-06 | Mahmut Bilgic | Oral formulations comprising ebastine |
WO2013062498A1 (en) * | 2011-10-13 | 2013-05-02 | Mahmut Bilgic | Solid oral formulations comprising ebastine |
EP2589376B1 (en) | 2011-11-01 | 2016-09-21 | Inopharm Limited | Oral disintegrating composition of anti-histamine agents |
CN109593058B (en) * | 2019-01-23 | 2021-09-24 | 江苏联环药业股份有限公司 | Preparation method of ebastine |
US20230218644A1 (en) | 2020-04-16 | 2023-07-13 | Som Innovation Biotech, S.A. | Compounds for use in the treatment of viral infections by respiratory syndrome-related coronavirus |
WO2022106923A1 (en) | 2020-11-18 | 2022-05-27 | BioPharma Synergies, S. L. | Orodispersible powder composition comprising an antihistamine compound |
CN112574097B (en) * | 2020-12-21 | 2023-01-03 | 杭州仟源保灵药业有限公司 | Preparation method of Ebastine and fumarate thereof |
CN114014796A (en) * | 2021-11-16 | 2022-02-08 | 江苏联环药业股份有限公司 | Epstein salt and preparation method and application thereof |
CN116496205A (en) * | 2022-05-06 | 2023-07-28 | 成都施贝康生物医药科技有限公司 | Cardustatin salt and application thereof |
Family Cites Families (19)
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GB688354A (en) * | 1950-04-07 | 1953-03-04 | Nopco Chem Co | Improvements relating to compounds of the benzhydryl ether type |
US2716122A (en) * | 1953-10-19 | 1955-08-23 | Nopco Chem Co | N-substituted-4-benzhydryl ether-piperidines |
GB895309A (en) * | 1959-11-18 | 1962-05-02 | Res Lab Dr C Janssen Nv | Pyrrolidine and piperidine derivatives |
US3080372A (en) * | 1960-03-25 | 1963-03-05 | Res Lab Dr C Janssen | 1-aroylalkyl-4-arylpiperidine derivatives |
GB963639A (en) * | 1960-10-20 | 1964-07-15 | Arnold Heyworth Beckett | New piperidine derivatives and processes for preparing the same |
BE615410A (en) * | 1961-03-22 | |||
DE1645968A1 (en) * | 1966-05-09 | 1972-04-06 | Aldrich Chem Co Inc | Piperidine derivatives and processes for their preparation |
US3446014A (en) * | 1968-01-17 | 1969-05-27 | Struthers Energy Systems Inc | Pulverizer |
US3679666A (en) * | 1969-04-03 | 1972-07-25 | Hoffmann La Roche | 4-(4-hydroxypiperidino)-4'-fluorobutyrophenones |
US3799932A (en) * | 1970-03-20 | 1974-03-26 | Sumitomo Chemical Co | Gamma-piperidinobutyrophenones |
US3743645A (en) * | 1970-10-19 | 1973-07-03 | Robins Co Inc A H | 1-substituted-4-phenoxypiperidines |
US4070473A (en) * | 1973-01-26 | 1978-01-24 | Ab Ferrosan | Piperidino-butyrophenones |
FI60559C (en) * | 1975-07-17 | 1982-02-10 | Sumitomo Chemical Co | FOERFARANDE FOER FRAMSTAELLNING AV NY- (TERTIAER AMINO) -ORTO-AMINOBUTYROFENONFOERENINGAR |
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US4216218A (en) * | 1979-02-23 | 1980-08-05 | American Hoechst Corporation | Antidepressant and analgesic 4-aryloxy- and 4-arylthio-3-phenylpiperidines |
US4312876A (en) * | 1979-02-23 | 1982-01-26 | Hoechst-Roussel Pharmaceuticals Incorporated | Antidepressive and analgesic 4-aryloxy- and 4-arylthio-3-phenylpiperidines |
FR2450816A1 (en) * | 1979-03-09 | 1980-10-03 | Metabio Joullie Sa | NOVEL PIPERIDINE DERIVATIVES, THEIR PREPARATION PROCESS AND THEIR THERAPEUTIC APPLICATION |
IE49998B1 (en) * | 1979-08-06 | 1986-01-22 | Merrell Dow Pharma | 4-(naphthalenyloxy)piperidine derivatives |
ATE13425T1 (en) * | 1981-10-15 | 1985-06-15 | Synthelabo | PIPERIDINE DERIVATIVES, PROCESSES FOR THEIR PRODUCTION AND THEIR USE AS MEDICINAL PRODUCTS. |
-
1983
- 1983-08-05 GB GB838321157A patent/GB8321157D0/en active Pending
-
1984
- 1984-07-19 ES ES534435A patent/ES8505979A1/en not_active Expired
- 1984-07-19 ES ES534438A patent/ES8505980A1/en not_active Expired
- 1984-07-19 ES ES534436A patent/ES8507127A1/en not_active Expired
- 1984-07-19 ES ES534437A patent/ES8506298A1/en not_active Expired
- 1984-07-19 ES ES534439A patent/ES8507128A1/en not_active Expired
- 1984-07-20 IL IL72465A patent/IL72465A/en not_active IP Right Cessation
- 1984-07-24 US US06/633,958 patent/US4550116A/en not_active Expired - Lifetime
- 1984-07-26 NZ NZ209023A patent/NZ209023A/en unknown
- 1984-08-01 PH PH31053A patent/PH19880A/en unknown
- 1984-08-01 ZA ZA845968A patent/ZA845968B/en unknown
- 1984-08-01 EG EG49184A patent/EG16936A/en active
- 1984-08-02 EP EP84305268A patent/EP0134124B1/en not_active Expired
- 1984-08-02 AT AT84305268T patent/ATE30418T1/en active
- 1984-08-02 DE DE8484305268T patent/DE3466982D1/en not_active Expired
- 1984-08-02 CA CA000460237A patent/CA1264324A/en not_active Expired - Lifetime
- 1984-08-02 DE DE1998175026 patent/DE19875026I2/en active Active
- 1984-08-02 FI FI843053A patent/FI81567C/en not_active IP Right Cessation
- 1984-08-03 JP JP59164170A patent/JPS6094962A/en active Granted
- 1984-08-03 DK DK378784A patent/DK158348C/en not_active IP Right Cessation
- 1984-08-03 GR GR80031A patent/GR80031B/en unknown
- 1984-08-03 MX MX202251A patent/MX156547A/en unknown
- 1984-08-03 PT PT79028A patent/PT79028B/en unknown
- 1984-08-03 KR KR1019840004629A patent/KR910009937B1/en not_active IP Right Cessation
- 1984-08-03 AU AU31465/84A patent/AU565293B2/en not_active Expired
- 1984-08-03 HU HU842961A patent/HU196370B/en unknown
-
1987
- 1987-09-11 MY MYPI87001639A patent/MY101017A/en unknown
-
1992
- 1992-06-23 MX MX9203149A patent/MX9203149A/en unknown
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Legal Events
Date | Code | Title | Description |
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PC1A | Transfer granted | ||
GC1A | Exploitation certificate registered application without search report |
Effective date: 19981013 |